Diethyl (2-oxobutyl)phosphonate

Base Information

• Chemical Name: Diethyl (2-oxobutyl)phosphonate
• CAS No.: 1067-73-8
• Molecular Formula: C8H17O4P
• Molecular Weight: 208.194
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID50405349
• Nikkaji Number: J374.891J
• Mol file: 1067-73-8.mol

Synonyms:Diethyl (2-oxobutyl)phosphonate;1067-73-8;1-diethoxyphosphorylbutan-2-one;Phosphonic acid, (2-oxobutyl)-, diethyl ester;DIETHYL (2-OXOBUTYL)PHOSPHONATE 96;diethyl 2-oxobutylphosphonate;Diethyl propanoylmethylphosphonate;(2-Oxobutyl)phosphonic acid diethyl ester;SCHEMBL712616;diethyl(2-oxobutyl)phosphonate;1-diethoxyphosphoryl-butan-2-one;DTXSID50405349;BAA06773;Diethyl(2-oxobutyl)phosphonate 96;AKOS015916080;Diethyl (2-oxobutyl)phosphonate, 96%;BP-12944;CS-0204430;J-001646

Chemical Property of Diethyl (2-oxobutyl)phosphonate

Chemical Property:

• Vapor Pressure: 0.00377mmHg at 25°C
• Refractive Index: n20/D 1.4360(lit.)
• Boiling Point: 280.5oC at 760 mmHg
• Flash Point: >230 °F
• PSA: 62.41000
• Density: 1.072 g/mL at 25oC(lit.)
• LogP: 2.23160
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 208.08644602
• Heavy Atom Count: 13
• Complexity: 192

Purity/Quality:

97% ^*data from raw suppliers

Diethyl (2-oxobutyl)phosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)CP(=O)(OCC)OCC
• Uses: Reactant for synthesis of: Oxa(bicyclo)octanone for use in preparing cycloheptane annulated furansAnatoxin-a and homoanatoxin via the Wittig reactionα-Methylene-β-amino ketones2-Amino-5-phosphono- and 2-amino-4-(phosphonomethyl)thiophenes using the Gewald reactionAliphatic musk odorantsOxoalkylphosphonates

Technology Process of Diethyl (2-oxobutyl)phosphonate

There total 47 articles about Diethyl (2-oxobutyl)phosphonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

chloro-1 oxo-2 butylphosphonate de diethyle (101300-10-1) → diethyl (2-oxobutyl)phosphonate (1067-73-8)

Guidance literature:

With n-butyl tin hydride; 2,2'-azobis(isobutyronitrile); methyl vinyl ketone; In toluene; for 1h; Heating;

DOI:10.1016/S0040-4020(96)01122-2

Reference yield: 84.0%

Diethyl methylphosphonate (683-08-9) → diethyl (2-oxobutyl)phosphonate (1067-73-8)

Guidance literature:

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -60 ℃;

Reference yield: 76.0%

Isopropenyl acetate (108-22-5) + (1-Iodo-2-oxo-butyl)-phosphonic acid diethyl ester (193490-18-5) → diethyl (2-oxobutyl)phosphonate (1067-73-8) + Acetic acid 3-(diethoxy-phosphoryl)-1-methyl-4-oxo-hexyl ester (186697-17-6)

Guidance literature:

With triethyl borane; tri-n-butyl-tin hydride; In hexane; toluene; at -78 ℃; for 12h; Yields of byproduct given;

DOI:10.1016/S0040-4020(97)00405-5

upstream raw materials:

1-Bromo-2-butanone

triethyl phosphite

diethyl 2-butynylphosphonate

sodium ethanolate

Downstream raw materials:

Diethyl phosphate

diethyl 1-methoxymethyl-2-oxo-n-butylphosphonate

[2-Oxo-1,1-bis-(2-oxo-propyl)-butyl]-phosphonic acid diethyl ester

diethyl phosphoric acid potassium salt